JP4065408B2 - 水溶液状ジエタノールアミンの定量法 - Google Patents
水溶液状ジエタノールアミンの定量法 Download PDFInfo
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- JP4065408B2 JP4065408B2 JP2002569929A JP2002569929A JP4065408B2 JP 4065408 B2 JP4065408 B2 JP 4065408B2 JP 2002569929 A JP2002569929 A JP 2002569929A JP 2002569929 A JP2002569929 A JP 2002569929A JP 4065408 B2 JP4065408 B2 JP 4065408B2
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- diethanolamine
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- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 30
- 238000000862 absorption spectrum Methods 0.000 claims abstract description 9
- 238000006467 substitution reaction Methods 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims description 37
- 238000001228 spectrum Methods 0.000 claims description 30
- 238000002835 absorbance Methods 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 238000010521 absorption reaction Methods 0.000 claims description 12
- 238000002798 spectrophotometry method Methods 0.000 claims description 9
- 239000000376 reactant Substances 0.000 claims description 8
- 239000002351 wastewater Substances 0.000 claims description 8
- 230000003071 parasitic effect Effects 0.000 claims description 6
- 239000012429 reaction media Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000003335 secondary amines Chemical class 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 150000003141 primary amines Chemical class 0.000 claims description 3
- DRWBGEMLPZJCGT-UHFFFAOYSA-N ethyl carbamate;2-(2-hydroxyethylamino)ethanol Chemical compound CCOC(N)=O.OCCNCCO DRWBGEMLPZJCGT-UHFFFAOYSA-N 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 239000008234 soft water Substances 0.000 claims 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 abstract description 8
- 238000010586 diagram Methods 0.000 description 10
- 238000002211 ultraviolet spectrum Methods 0.000 description 7
- 238000004458 analytical method Methods 0.000 description 6
- -1 9-methylfluorenyl Chemical group 0.000 description 5
- 239000010842 industrial wastewater Substances 0.000 description 5
- NVRXXFOEPDSUOL-UHFFFAOYSA-N (9-methyl-9h-fluoren-1-yl) carbonochloridate Chemical compound C1=CC(OC(Cl)=O)=C2C(C)C3=CC=CC=C3C2=C1 NVRXXFOEPDSUOL-UHFFFAOYSA-N 0.000 description 4
- XXSCONYSQQLHTH-UHFFFAOYSA-N 9h-fluoren-9-ylmethanol Chemical compound C1=CC=C2C(CO)C3=CC=CC=C3C2=C1 XXSCONYSQQLHTH-UHFFFAOYSA-N 0.000 description 4
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 238000011002 quantification Methods 0.000 description 4
- 238000006477 desulfuration reaction Methods 0.000 description 3
- 230000023556 desulfurization Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005352 clarification Methods 0.000 description 2
- 230000002596 correlated effect Effects 0.000 description 2
- 230000000875 corresponding effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000008235 industrial water Substances 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- AJFXNBUVIBKWBT-UHFFFAOYSA-N disodium;boric acid;hydrogen borate Chemical compound [Na+].[Na+].OB(O)O.OB(O)O.OB(O)O.OB([O-])[O-] AJFXNBUVIBKWBT-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003256 environmental substance Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000012070 reactive reagent Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/27—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands using photo-electric detection ; circuits for computing concentration
- G01N21/272—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands using photo-electric detection ; circuits for computing concentration for following a reaction, e.g. for determining photometrically a reaction rate (photometric cinetic analysis)
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
- G01N21/33—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using ultraviolet light
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/84—Systems specially adapted for particular applications
- G01N21/85—Investigating moving fluids or granular solids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/17—Nitrogen containing
- Y10T436/173845—Amine and quaternary ammonium
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Mathematical Physics (AREA)
- Theoretical Computer Science (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Investigating Or Analysing Materials By Optical Means (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
− D.E.A.を含有する標本の中に、D.E.A.と反応して紫外線分光測光によって直接に観察される誘導体を生成する化合物を導入する。
− 次にこの方法は、D.E.A.誘導体を含有する標本の瞬間t0とt0+tにおける紫外線吸収スペクトルを記録するにある。
− 記録されたスペクトルの少なくとも1つの特性ピークについて瞬間t0とt0+tにおける吸収量を測定する。
− 瞬間t0とt0+t0の間の吸収差Aを決定する。
− この差Aを前述の関係式C=aA+b(ここにaとbは定数)に代入して試料のD.E.A.の初期濃度Cを計算誘導する。
− 図1は実施例1において使用された標本のD.E.A.含有量と、D.E.A.誘導体、さらに詳しくはこれらの標本に対して9−メチルフルオレニルのクロロフォルミアートを添加することによって得られたFmocD.E.A.、の紫外線分光測光によって得られるスペクトルのそれぞれ293nmおよび301nmにおいて測定された吸収度の合計との間の線形関係を示すダイヤグラムである。
− 図2は実施例2において使用され精油工場の精油工程から生じる廃水の出口において採取された廃水に対して既知量のD.E.A.を添加した標本について作成された図1と類似のダイヤグラムである。
− 図3はそれぞれ紫外線分光測光に使用された2つの基準スペクトルを示すダイヤグラム、「C1」および「C2」であって本発明の反応体の使用に適したデコンボリューションの基礎を成すダイヤグラムである。
− 図4はD.E.A.の既知含有量と本発明の定量法によって得られたD.E.A.含有量量との相関を示すダイヤグラムであって、相関曲線の線図に使用された標本は、D.E.A.ソースを除き精油所の水処理工程において採取されまた既知量のD.E.A.を添加され実施例3において使用された工業用水である。
この実施例は、既知量のD.E.A.を添加され鉱物質を除去された水標本に対する本発明の方法の実施例を示す。
Y=88,093x−6,7987
ここに、決定係数R2はほぼ0.98に等しいとする。
この実施例は工業廃水から清澄化処理によってD.E.A.を除去しさらにこれらの水の中に既知量のD.E.A.を添加された水標本について実施された分析結果に関するものである。
Y=705,91X−27,418、
ここに、決定係数はほぼ0,99に等しい。
この実施例は精製工程の排水処理の入口において採取されD.E.A.を含有しない排水標本の中に既知量のD.E.A.を添加した標本のD.E.A.含有量に関するものである。これらの標本は実施例1と同様に処理される。すなわち、9−メチルフルオレニルのクロロフォルミアートと反応させこの混合を実施した1分後と6分後に反応混合物の紫外線分光測光によって得られたスペクトルを記録する。測定されたスペクトルは299nmにおいて巨大なピークを示し、これは恐らくは反応媒質中の二次アミンまたは一次アミンの存在によって生じた寄生的反応を示す。
y=0,9929x+0,0781、
ここに決定係数はほぼ0,99に等しい。
Claims (9)
- ジエタノールアミンと置換作用によって反応することのできる化合物から新規誘導化合物を形成し、次に200nmないし350nmの範囲内の波長範囲中において測定された前記の新規化合物の吸収スペクトルから紫外線分光測光によって前記の新規誘導体の含有量を測定すること、およびこの新規化合物の含有量をジエタノールアミンの初期含有量に変換することを含む、水溶液中に存在するジエタノールアミン量の測定法であって、
ジエタノールアミンを含有する試料の中に、ジエタノールアミンと反応して紫外線分光測光によって直接に観察される誘導体を生成するための化合物として、ジエタノールアミンのウレタンを形成するためにジエタノールアミンと反応することのできる9−フルオレニルメチルクロロフォルミアートを導入する段階と、
生成した前記誘導体を含有する試料のそれぞれ瞬間t0とt0+tにおける紫外線吸収スペクトルを記録する段階と、
記録された前記紫外線吸収スペクトルを特徴づける少なくとも1つのピークについてそれぞれ瞬間t0とt0+tにおける吸収量を測定する段階と、
前記瞬間t0+tとt0との間の吸収差Aを決定する段階と、
前記吸収差Aを関係式C=aA+b(ここでaとbは定数)に代入して試料中のジエタノールアミンの初期濃度Cを計算誘導する段階とを含むことを特徴とする、ジエタノールアミン量の測定法。 - それぞれ波長293nmと301nmを特徴づける2つのピークにおいてFmoc-D.E.A.の吸収度を測定する、請求項1に記載の方法。
- それぞれ波長293nmと301nmにおいて測定された吸収度を合計する、請求項2に記載の方法。
- 反応体とジエタノールアミンとの完全反応後にそれぞれ波長293nmと301nmの吸収度を測定する、請求項1〜3のいずれか1項に記載の方法。
- 反応媒質が8と9の範囲内に制御されたpHに保持される、請求項1〜4のいずれか1項に記載の方法。
- 反応媒質がほぼ8.5に等しく制御されたpHに保持される、請求項5に記載の方法。
- 紫外線分光測光によって得られるスペクトルに影響することのできる第2アミンまたは第1アミンなどの寄生的化合物を含有する試料に対して、これらのスペクトルのデコンボリューションを実施し、すなわちこれらのスペクトルを存在する純粋化合物の一定数の元素スペクトルに分解し、得られたスペクトルを同一化合物を含有する既知組成物の試料のスペクトルと比較する、請求項1〜6のいずれか1項に記載の方法。
- 精油所の排水の連続的処理工程に適用される、請求項1〜7のいずれか1項に記載の方法。
- 精油所中の石油留分の軟水処理から出た水の処理に適用される、請求項1〜8のいずれか1項に記載の方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0102819A FR2821674B1 (fr) | 2001-03-01 | 2001-03-01 | Procede de dosage de la diethanolamine en solution aqueuse |
PCT/FR2002/000753 WO2002071058A1 (fr) | 2001-03-01 | 2002-03-01 | Procede de dosage de la diethanolamine en solution aqueuse |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2004528544A JP2004528544A (ja) | 2004-09-16 |
JP4065408B2 true JP4065408B2 (ja) | 2008-03-26 |
Family
ID=8860627
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2002569929A Expired - Fee Related JP4065408B2 (ja) | 2001-03-01 | 2002-03-01 | 水溶液状ジエタノールアミンの定量法 |
Country Status (8)
Country | Link |
---|---|
US (1) | US20040132201A1 (ja) |
EP (1) | EP1377825B1 (ja) |
JP (1) | JP4065408B2 (ja) |
AT (1) | ATE386933T1 (ja) |
CA (1) | CA2439024A1 (ja) |
DE (1) | DE60225123D1 (ja) |
FR (1) | FR2821674B1 (ja) |
WO (1) | WO2002071058A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101781387B (zh) * | 2010-03-22 | 2012-06-20 | 北京化工大学 | 一种马来酸酐/共轭二烯烃共聚反应的方法 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2868791A (en) * | 1954-10-19 | 1959-01-13 | Union Carbide Corp | Process for the production of substituted piperazines |
GB9215741D0 (en) * | 1992-07-24 | 1992-09-09 | British Tech Group | Method and apparatus for the measurement of pollutants in liquids |
US5654198A (en) * | 1995-06-05 | 1997-08-05 | National Starch And Chemical Investment Holding Corporation | Detectable water-treatment polymers and methods for monitoring the concentration thereof |
WO1997035191A1 (en) * | 1996-03-20 | 1997-09-25 | Applied Spectrometry Associates, Inc. | Method for analyzing ammonia in water |
-
2001
- 2001-03-01 FR FR0102819A patent/FR2821674B1/fr not_active Expired - Fee Related
-
2002
- 2002-03-01 DE DE60225123T patent/DE60225123D1/de not_active Expired - Lifetime
- 2002-03-01 CA CA002439024A patent/CA2439024A1/fr not_active Abandoned
- 2002-03-01 EP EP02706916A patent/EP1377825B1/fr not_active Expired - Lifetime
- 2002-03-01 JP JP2002569929A patent/JP4065408B2/ja not_active Expired - Fee Related
- 2002-03-01 US US10/469,382 patent/US20040132201A1/en not_active Abandoned
- 2002-03-01 WO PCT/FR2002/000753 patent/WO2002071058A1/fr active IP Right Grant
- 2002-03-01 AT AT02706916T patent/ATE386933T1/de not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101781387B (zh) * | 2010-03-22 | 2012-06-20 | 北京化工大学 | 一种马来酸酐/共轭二烯烃共聚反应的方法 |
Also Published As
Publication number | Publication date |
---|---|
JP2004528544A (ja) | 2004-09-16 |
EP1377825A1 (fr) | 2004-01-07 |
FR2821674B1 (fr) | 2003-05-30 |
CA2439024A1 (fr) | 2002-09-12 |
US20040132201A1 (en) | 2004-07-08 |
FR2821674A1 (fr) | 2002-09-06 |
WO2002071058A1 (fr) | 2002-09-12 |
DE60225123D1 (de) | 2008-04-03 |
EP1377825B1 (fr) | 2008-02-20 |
ATE386933T1 (de) | 2008-03-15 |
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